1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

Base Information

Chemical Name:1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol
CAS No.:439856-74-3
Molecular Formula:C₃₀H₄₀O₃Si₂
Molecular Weight:504.817
Hs Code.:

1-{3-[(<i>tert</i>-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-ethanol

Synonyms:1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

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Chemical Property of 1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

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Technology Process of 1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

There total 4 articles about 1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 183733-24-6
6-(tert-butyl-dimethyl-silanyl)-1-(tert-butyl-diphenyl-silanyloxy)-3-ethynyl-hex-3-en-5-yn-2-ol

: 439856-74-3
1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

Guidance literature:: 6-(tert-butyl-dimethyl-silanyl)-1-(tert-butyl-diphenyl-silanyloxy)-3-ethynyl-hex-3-en-5-yn-2-ol; With titanium(IV) isopropylate; diethyl (2S,3S)-tartrate; In dichloromethane; at -20 ℃; for 0.75h;

With tert.-butylhydroperoxide; at -20 ℃; for 20h; Further stages.;
DOI:10.1021/ja012487x

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 439856-74-3
1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 100 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 °C

2.1: titanium(IV) isopropoxide; D-(-)-diethyl tartrate / CH₂Cl₂ / 0.75 h / -20 °C

2.2: 94 percent / tert-butyl hydroperoxide / 20 h / -20 °C

With titanium(IV) isopropylate; dmap; diethyl (2S,3S)-tartrate; triethylamine; In dichloromethane; 2.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ja012487x

Reference yield:

: (S)-4-[(E)-4-(tert-Butyl-dimethyl-silanyl)-1-trimethylsilanylethynyl-but-1-en-3-ynyl]-2,2-dimethyl-[1,3]dioxolane

: 439856-74-3
1-{3-[(tert-butyl-dimethyl-silanyl)-ethynyl]-2-ethynyl-oxiranyl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: K₂CO₃ / methanol / 0.75 h / 0 °C

1.2: 25 percent / aq. HCl / tetrahydrofuran / 24 h / 23 °C

2.1: 100 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 °C

3.1: titanium(IV) isopropoxide; D-(-)-diethyl tartrate / CH₂Cl₂ / 0.75 h / -20 °C

3.2: 94 percent / tert-butyl hydroperoxide / 20 h / -20 °C

With titanium(IV) isopropylate; dmap; diethyl (2S,3S)-tartrate; potassium carbonate; triethylamine; In methanol; dichloromethane; 3.1: Sharpless asymmetric epoxidation;
DOI:10.1021/ja012487x